A Delaware Court of Chancery post-trial opinion in Holzbaur v. Trolley Square Hospitality, LLC serves as a cautionary tale about imprecise LLC agreement drafting. The plaintiff believed he was a “cash contributing member” with irremovable status, but contradictory language in the agreement led the court to rely on extrinsic evidence (including emails, pre-formation conversations, and drafting history) to find he was actually a “sweat equity” member subject to removal at will. The case underscores that the flexibility of the LLC form carries drafting responsibility: internal inconsistencies open the door to costly litigation and invasive discovery, and ambiguities will be resolved based on the parties’ actual intent, not favorable contract language.
